[6,7-Dichloro-1-hydroxy-2-methyl-2-(i-propyl)-indan-5-yl]oxyacetamide → 4-[6,7-Dichloro-1-hydroxy-2-methyl-2-(i-propyl)indan-5-yloxy]-3-hydroxy-3-pyrroline-2,5-dione
Reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][C:7]([CH3:16])([CH:13]([CH3:15])[CH3:14])[CH:8]2[OH:12])=[CH:4][C:3]=1[O:17][CH2:18][C:19]([NH2:21])=[O:20].[C:22](OCC)(=[O:28])[C:23](OCC)=[O:24].CC(C)([O-])C.[K+]>>[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][C:7]([CH3:16])([CH:13]([CH3:14])[CH3:15])[CH:8]2[OH:12])=[CH:4][C:3]=1[O:17][C:18]1[C:19](=[O:20])[NH:21][C:23](=[O:24])[C:22]=1[OH:28]Participants
3
Procedure
When [6,7-dichloro-1-hydroxy-2-methyl-2-(i-propyl)-indan-5-yl]oxyacetamide is utilized as starting material in the reaction with diethyl oxalate/potassium t-butoxide there is obtained 4-[6,7-dichloro-1-hydroxy-2-methyl-2-(i-propyl)indan-5-yloxy]-3-hydroxy-3-pyrroline-2,5-dione. Where [6,7-dichloro-2-ethyl-1-hydroxy-2-(n-propyl)indan-5-yl]oxyacetamide is utilized as starting material in this reaction there is obtained 4-[6,7-dichloro-2-ethyl-1-hydroxy-2-(n-propyl)indan-5-yloxy]-3-hydroxy-3-pyrroline-2,5-dione.
Sources & evidence
- ORD record
- ord-957b94f1566a45a3a5cd7a2a20e0955c
- Source dataset
- uspto-grants-1982_08
- Patent number
- US04342776
Reaction notes
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